In what context does one use "Es tut mir leid" and " Entschuldigung"
Link to previous discussion https://www.duolingo.com/comment/10385861/Tut-mir-leid-vs-Entschuldigung
"Es tut mir leid" is used when recieving bad news. It's like when you say "Oh. I'm sorry!" when hearing about a death or something else negative happening to someone. "Entschuldigung" is used as "pardon me" like if you bump into somebody or did something to upset them. Hope this helps!